4-Methoxy-n-methyl-n-phenylbenzamide

Base Information

• Chemical Name: 4-Methoxy-n-methyl-n-phenylbenzamide
• CAS No.: 33672-81-0
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• European Community (EC) Number: 653-055-3
• NSC Number: 158610
• DSSTox Substance ID: DTXSID20303500
• Nikkaji Number: J2.458.767C
• Wikidata: Q82048830
• Mol file: 33672-81-0.mol

Synonyms:4-methoxy-n-methyl-n-phenylbenzamide;33672-81-0;NSC158610;Cambridge id 5357218;4-methoxy-N-methylbenzanilide;N-METHYL-P-ANISANILIDE;SCHEMBL529976;DTXSID20303500;MFCD00086646;AKOS003264456;NSC-158610;AB00082738-01;SR-01000206857;SR-01000206857-1

Chemical Property of 4-Methoxy-n-methyl-n-phenylbenzamide

Chemical Property:

• Vapor Pressure: 2.32E-06mmHg at 25°C
• Boiling Point: 392.3°C at 760 mmHg
• Flash Point: 191°C
• PSA: 29.54000
• Density: 1.144g/cm³
• LogP: 2.97180
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 266

Purity/Quality:

99%min ^*data from raw suppliers

N-METHYL-P-ANISANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1)C(=O)C2=CC=C(C=C2)OC

Technology Process of 4-Methoxy-n-methyl-n-phenylbenzamide

There total 19 articles about 4-Methoxy-n-methyl-n-phenylbenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

trimethyl phosphite (512-56-1) + 4-methoxy-N-phenylbenzamide (7465-88-5) → 4-methoxy-N-methyl-N-phenylbenzamide. (33672-81-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 75 ℃; for 24h;

DOI:10.1055/a-1504-8366

Reference yield: 98.0%

4-methoxy-benzaldehyde (123-11-5) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → 4-methoxy-N-methyl-N-phenylbenzamide. (33672-81-0)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; ethyl acetate; at 90 ℃; for 24h;

DOI:10.1016/j.tetlet.2013.09.018

Reference yield: 98.0%

→ 4-methoxy-N-methyl-N-phenylbenzamide. (33672-81-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.25h;

In tetrahydrofuran; at 80 ℃; for 24h;

upstream raw materials:

N-phenyl-N-methylcarbamoyl chloride

methoxybenzene

4-Methoxy-benzoic acid 4,5-dimethyl-[1,2,3]triazol-1-yl ester

N-methylaniline

Downstream raw materials:

4-methoxy-benzaldehyde

4-methoxy-N-methyl-N-phenylbenzenecarbothioamide

[Dimethoxy-(4-methoxy-phenyl)-methyl]-methyl-phenyl-amine

p-Methoxybenzoic acid methyl orthoester

Refernces

• 1、 Liu, Shengzhang,Yang, Lingyun,Tao, Jiasi,Yu, Weijie,Wang, Tao,Fu, Junkai. "Nickel-Catalyzed Oxidative Transamidation of Tertiary Aromatic Amines with N -Acylsaccharins". . p. 1642 - 1646. Retrieved 2021/06/21.
• 2、 Yi, Xuewen,Yi, Xuewen,Lei, Siyu,Liu, Wangsheng,Che, Fengrui,Yu, Chunzheng,Liu, Xuesong,Wang, Zonghua,Zhou, Xin,Zhang, Yuexia. "Copper-Catalyzed Radical N-Demethylation of Amides Using N-Fluorobenzenesulfonimide as an Oxidant". supporting information. p. 4583 - 4587. Retrieved 2020/05/05.